GB1060718A - Process and agent for obtaining level dyeings on textile materials of polyamides - Google Patents
Process and agent for obtaining level dyeings on textile materials of polyamidesInfo
- Publication number
- GB1060718A GB1060718A GB33373/63A GB3337363A GB1060718A GB 1060718 A GB1060718 A GB 1060718A GB 33373/63 A GB33373/63 A GB 33373/63A GB 3337363 A GB3337363 A GB 3337363A GB 1060718 A GB1060718 A GB 1060718A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mols
- mol
- ethylene oxide
- alkyl
- adduct
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000004043 dyeing Methods 0.000 title abstract 5
- 239000004952 Polyamide Substances 0.000 title abstract 3
- 239000003795 chemical substances by application Substances 0.000 title abstract 3
- 229920002647 polyamide Polymers 0.000 title abstract 3
- 239000004753 textile Substances 0.000 title abstract 2
- 239000000463 material Substances 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 14
- 150000001875 compounds Chemical class 0.000 abstract 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 5
- -1 nitro, amino Chemical group 0.000 abstract 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229920000877 Melamine resin Polymers 0.000 abstract 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 3
- 125000002947 alkylene group Chemical group 0.000 abstract 3
- 239000007859 condensation product Substances 0.000 abstract 3
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 3
- 239000000047 product Substances 0.000 abstract 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- 229910052736 halogen Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- 229910004727 OSO3H Inorganic materials 0.000 abstract 1
- 150000003973 alkyl amines Chemical class 0.000 abstract 1
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000003093 cationic surfactant Substances 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000004957 naphthylene group Chemical group 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 239000002736 nonionic surfactant Substances 0.000 abstract 1
- 229920001281 polyalkylene Polymers 0.000 abstract 1
- 238000005956 quaternization reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 150000003918 triazines Chemical class 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/647—Nitrogen-containing carboxylic acids or their salts
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
- D06P1/628—Compounds containing nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/246—Polyamides; Polyurethanes using polymeric dyes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
The invention comprises symmetrical triazine compounds of the formula <FORM:1060718/C2/1> wherein R is H or 1-3 C alkyl, A is aliphatic, aromatic, araliphatic or cyclo-aliphatic, Z is an anion-active group, e.g. -SO3Y, -OSO3Y, -COOY or -SO2-CH2CH2-OSO3Y, where Y is H or a cation, e.g. K, and n is 1, 2 or 3. Preferably R is H, A is a 1-4 C alkylene or alternatively a phenylene or naphthylene which may be substituted with nitro, amino, alkyl, alkoxy and/or halogen. The compounds may be prepared by reacting cyanuric chloride with an amine R-NH-A-(Z)n at 0-100 DEG C. while neutralizing the liberated HCl and in the case when Z is -SO2-CH2CH2-OSO3H employing as amine aminobenzene-b -hydroxyethyl sulphone and subsequently esterfying. A number of compounds are specified in the examples.ALSO:Condensation products of (a) melamine, formaldehyde and an adduct of 8-80 mols. ethylene oxide and 1 mol. triethanolamine and (b) formaldehyde and an adduct of 8-50 mols. ethylene oxide and 1 mol. of a mixture of an aromatic amine, e.g. aniline, and a phenol and, optionally, a low alkanolamine, e.g. triethanolamine, as well as the quaternization products of (a) or (b), e.g. with dimethyl sulphate are employed in dyeing compositions as cationic surfactants. In Example (3) condensation products are obtained from (a) 6 mols. HCHO, 1 mol. melamine and 1 mol. of the adduct of 30 mols. ethylene oxide and 1 mol. triethanolamine quaternized with dimethyl sulphate and (b) the adduct of 14 mols. ethylene oxide and 1 mol. aniline, phenol, HCHO, subsequently quaternizing with dimethyl sulphate.ALSO:Level dyeings on textiles of synthetic polyamides are obtained in an aqueous dyebath in the presence of a colourless compound of the formula: <FORM:1060718/D1-D2/1> wherein R is H or an alkyl radical of 1-3 carbon atoms, A is an aliphatic, aromatic, araliphatic or cycloaliphatic radical, Z is -SO3Y, -OSO3Y, -COOY or -SO2CH2CH2OSO3 Y, Y being H or a salt forming cation, n is 1, 2 or 3 and X is a halogen or preferably the group <FORM:1060718/D1-D2/2> Preferably R is H and A is an alkylene radical of 1-4 carbon atoms or a phenylene or naphthaylene radical both of which may be substituted with one or more nitro, amino, low alkyl or alkoxy groups or halogen atoms. The dyebath may also contain a weakly cation-active complex-forming agent which may be, for example, an addition product of alkylene oxide to an alkylamine containing at least one alkyl of 8-18 C or a polyalkylene polamine, a condensation product of melamine, formaldehyde and a compound obtained by addition of 8-80 mols ethylene oxide. The dyebath may be stabilised by product obtained by acid condensation of formaldehyde and addition products of alkylene oxide. The dayebath may be stabilised by addition of a non-ionic surfactant. In dyeing with acid dyestuffs (the only dyes specified) the dyebath may have a pH of 3-6 and dyeing may be carried out at 80-130 DEG C. When using levelling agents containing the grouping -SO2CH2 CH2OSO3Y the dyed goods may be rinsed and then after-treated in a bath containing an alkali or compound which forms an alkali at elevated temperature and a high molecular compound containing at least 3 hydroxyl groups (many specified). In the examples fibres and fabrics of polyamide are dyed to level shades.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF37646A DE1290519B (en) | 1962-08-22 | 1962-08-22 | Process for streak-free dyeing of textile materials made of polyamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1060718A true GB1060718A (en) | 1967-03-08 |
Family
ID=7096983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33373/63A Expired GB1060718A (en) | 1962-08-22 | 1963-08-22 | Process and agent for obtaining level dyeings on textile materials of polyamides |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3278253A (en) |
| AT (1) | AT252170B (en) |
| BE (1) | BE636485A (en) |
| CH (1) | CH403707A (en) |
| DE (1) | DE1290519B (en) |
| DK (1) | DK108362C (en) |
| FR (1) | FR1367257A (en) |
| GB (1) | GB1060718A (en) |
| NL (2) | NL296874A (en) |
| NO (1) | NO120472B (en) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL139174B (en) * | 1963-12-31 | 1973-06-15 | Geigy Ag J R | PROCEDURE FOR PREPARING TRIAMINO-S-TRIAZINE DERIVATIVES SUITABLE FOR PREPARING SURFACE PREPARATIONS AND PROCEDURE FOR PREPARING SURFACE PREPARATIONS CONTAINING THESE COMPOUNDS CONTAINED WITH PREPARATIONS CONTAINED WITH PREPARATIONS. |
| US3481903A (en) * | 1967-05-15 | 1969-12-02 | Gaetano F D Alelio | Chelating compositions comprising products of aldehydes and triazine derivatives |
| CH942967A4 (en) * | 1967-07-03 | 1972-03-30 | ||
| US3519627A (en) * | 1968-04-09 | 1970-07-07 | Ashland Oil Inc | Carboxyl-containing ethers of amino-triazine/aldehyde condensates |
| DE2244240C3 (en) * | 1972-09-08 | 1975-03-13 | Farbwerke Hoechst Ag, Vormals Meister Lucius & Bruening, 6000 Frankfurt | Method of dyeing wool evenly |
| DE2244060B2 (en) * | 1972-09-08 | 1974-10-03 | Farbwerke Hoechst Ag, Vormals Meister Lucius & Bruening, 6000 Frankfurt | Process for evenly dyeing wool that has been made felt-free with polyimine or polyamine resin |
| DE2626495A1 (en) * | 1976-06-12 | 1977-12-29 | Bayer Ag | QUARTERLY REACTIVE COMPOUNDS |
| US4132850A (en) * | 1977-06-29 | 1979-01-02 | American Cyanamid Company | Tri-substituted triazines |
| US4183929A (en) * | 1977-06-29 | 1980-01-15 | American Cyanamid Company | Tri-substituted triazines |
| US4444563A (en) * | 1981-09-07 | 1984-04-24 | Ciba-Geigy Corporation | Dyeing assistant and use thereof in dyeing or printing synthetic polyamide fibre materials |
| DE3206398A1 (en) * | 1982-02-23 | 1983-09-01 | Basf Ag, 6700 Ludwigshafen | S-TRIAZINE DERIVATIVES AND THEIR USE AS LIGHT PROTECTION AGENTS |
| EP0102926B1 (en) * | 1982-09-03 | 1987-01-07 | Ciba-Geigy Ag | Dyeing auxiliary and its use in dyeing or printing synthetic polyamide fibres |
| GB8303850D0 (en) * | 1983-02-11 | 1983-03-16 | Wool Dev International | Textile treatment |
| DE3333457A1 (en) * | 1983-09-16 | 1985-04-04 | Hoechst Ag, 6230 Frankfurt | PERFLUORALKYL-ANTHRANIL ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A DIRT-REPELLENT AGENT |
| EP0174794A3 (en) * | 1984-09-14 | 1987-09-16 | Wool Development International Limited | Textile treatment |
| DE3433983A1 (en) * | 1984-09-15 | 1986-04-10 | Hoechst Ag, 6230 Frankfurt | FIBER REACTIVE TRIAZINE COMPOUNDS, METHOD FOR THEIR PRODUCTION AND THEIR USE |
| DE3531912A1 (en) * | 1985-09-07 | 1987-03-19 | Basf Ag | HYDROXYOXALKYLMELAMINE, METHOD FOR THE PRODUCTION AND USE THEREOF |
| EP0302013A1 (en) * | 1987-07-27 | 1989-02-01 | Ciba-Geigy Ag | Process for dyeing polyamide textile fabrics |
| US5571444A (en) * | 1989-09-11 | 1996-11-05 | Invicta Group Industries Pty Ltd. | Textile treatment |
| EP0798413A1 (en) * | 1996-03-04 | 1997-10-01 | Ciba SC Holding AG | Method for dyeing fibrous materials containing natural or synthetic polyamide |
| DE19611668A1 (en) * | 1996-03-25 | 1997-10-02 | Basf Ag | Triazine derivatives |
| AT409144B (en) * | 1996-06-21 | 2002-05-27 | Chemiefaser Lenzing Ag | METHOD FOR TREATING CELLULOSE FIBERS AND FORMS OF THESE FIBERS |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB841640A (en) * | 1957-06-12 | 1960-07-20 | Ici Ltd | Water-soluble latent curing catalysts for textile treatment resins |
| BE580952A (en) * | 1958-07-24 |
-
0
- NL NL125292D patent/NL125292C/xx active
- NL NL296874D patent/NL296874A/xx unknown
- BE BE636485D patent/BE636485A/xx unknown
-
1962
- 1962-08-22 DE DEF37646A patent/DE1290519B/en active Pending
-
1963
- 1963-08-19 CH CH1021563A patent/CH403707A/en unknown
- 1963-08-20 AT AT666563A patent/AT252170B/en active
- 1963-08-20 US US303425A patent/US3278253A/en not_active Expired - Lifetime
- 1963-08-21 DK DK400163AA patent/DK108362C/en active
- 1963-08-21 NO NO149809A patent/NO120472B/no unknown
- 1963-08-22 FR FR945342A patent/FR1367257A/en not_active Expired
- 1963-08-22 GB GB33373/63A patent/GB1060718A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NO120472B (en) | 1970-10-26 |
| CH1021563A4 (en) | 1965-08-31 |
| BE636485A (en) | |
| DK108362C (en) | 1967-11-27 |
| CH403707A (en) | 1966-06-15 |
| US3278253A (en) | 1966-10-11 |
| DE1290519B (en) | 1969-03-13 |
| FR1367257A (en) | 1964-07-17 |
| NL125292C (en) | |
| NL296874A (en) | |
| AT252170B (en) | 1967-02-10 |
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